Photo by Rebecca Brent

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Jul 31 - Aug 1
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Aug 1 - Aug 2
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Aug 1 - Aug 3
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Top 10 trending Wintergreen hotels

Woodville Bed and Breakfast
Seasonal outdoor pool

Woodville Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (51)
"Second time staying here and we will be back. Marvelous hospitality and divine breakfast. "
The price is P12,905
P14,750 total
includes taxes & fees
Aug 3 - Aug 4
Woodville Bed and Breakfast
The Crossroads Inn
Winery

The Crossroads Inn

5.0 star property
10.0 out of 10, Exceptional, (31)
"Wonderful stay! "
The Crossroads Inn
Modern Nellysford Getaway on 40 Private Acres!
Interior

Modern Nellysford Getaway on 40 Private Acres!

3.0 star property
The price is P15,548
P33,078 total
includes taxes & fees
Aug 4 - Aug 5
Modern Nellysford Getaway on 40 Private Acres!
Basecamp151
Exterior

Basecamp151

3.0 star property
9.4 out of 10, Exceptional, (75)
"Thought it was going to be more of a hotel and then realizing it was like a full apartment was quite nice"
The price is P5,735
P8,447 total
includes taxes & fees
Aug 10 - Aug 11
Basecamp151
Afton Mountain Inn
Property grounds

Afton Mountain Inn

3.0 star property
9.8 out of 10, Exceptional, (63)
"Great place!"
The price is P8,062
P11,930 total
includes taxes & fees
Aug 26 - Aug 27
Afton Mountain Inn
The Farmhouse at Veritas
Exterior

The Farmhouse at Veritas

4.0 star property
9.8 out of 10, Exceptional, (32)
"Nice location a staff. Dining in the vineyard was excellent."
The price is P18,638
P20,931 total
includes taxes & fees
Aug 4 - Aug 5
The Farmhouse at Veritas
Village Inn
Exterior

Village Inn

2.0 star property
9.0 out of 10, Wonderful, (197)
"Itvwas a good place. It was just what we wre looking for. We were traveling thru the area and need a place to crash for the night"
The price is P5,734
P6,440 total
includes taxes & fees
Aug 3 - Aug 4
Village Inn
Stoney Creek Cottage Off The VA 151 Wine Trail
Room

Stoney Creek Cottage Off The VA 151 Wine Trail

2.0 star property
The price is P14,750
P43,606 total
includes taxes & fees
Aug 6 - Aug 7
Stoney Creek Cottage Off The VA 151 Wine Trail
Afton Mountain Vineyards
Interior detail

Afton Mountain Vineyards

2.5 star property
The price is P19,355
P21,736 total
includes taxes & fees
Aug 5 - Aug 6
Afton Mountain Vineyards
Grey Pine Lodge
Exterior

Grey Pine Lodge

2.0 star property
9.4 out of 10, Exceptional, (100)
"We had a great stay! Clean & cozy, we would definitely recommend staying here to others and would stay here again!"
The price is P5,921
P7,615 total
includes taxes & fees
Aug 3 - Aug 4
Grey Pine Lodge
Waynesboro Home Near Wintergreen Charlottesville
Room

Waynesboro Home Near Wintergreen Charlottesville

2.0 star property
The price is P9,275
P33,379 total
includes taxes & fees
Aug 3 - Aug 4
Waynesboro Home Near Wintergreen Charlottesville
Quality Inn Waynesboro - Skyline Drive
Desk, laptop workspace, blackout drapes, iron/ironing board

Quality Inn Waynesboro - Skyline Drive

2.5 star property
7.0 out of 10, Good, (781)
"Was good place for what I needed "
The price is P3,743
P4,166 total
includes taxes & fees
Aug 3 - Aug 4
Quality Inn Waynesboro - Skyline Drive
Econo Lodge Waynesboro - Skyline Drive
Free daily continental breakfast

Econo Lodge Waynesboro - Skyline Drive

2.0 star property
7.2 out of 10, Good, (88)
"Room was nice! Breakfast buffet was pretty good."
The price is P3,118
P3,471 total
includes taxes & fees
Aug 31 - Sep 1
Econo Lodge Waynesboro - Skyline Drive
Iris Inn and Cabins
1 bedroom, blackout drapes, soundproofing, free WiFi

Iris Inn and Cabins

4.0 star property
10.0 out of 10, Exceptional, (2)
"Every thing , extraordinary place ."
The price is P16,102
P17,922 total
includes taxes & fees
Aug 14 - Aug 15
Iris Inn and Cabins
Royal Inn Motel
Free WiFi, bed sheets

Royal Inn Motel

2.0 star property
6.2 out of 10, (70)
"The place was great for obe night stay "
The price is P4,895
P5,448 total
includes taxes & fees
Aug 1 - Aug 2
Royal Inn Motel
Comfort Inn
Exterior

Comfort Inn

2.5 star property
8.4 out of 10, Very Good, (929)
"Nice clean hotel, friendly staff."
The price is P4,716
P5,249 total
includes taxes & fees
Aug 10 - Aug 11
Comfort Inn
Residence Inn Marriott Waynesboro
Property amenity

Residence Inn Marriott Waynesboro

3.0 star property
9.2 out of 10, Wonderful, (433)
"I was impressed and loved the stay. Sometimes a hotel thats dog friendly have a smell. This place very clean no smell. I loved my stay here will recommend "
The price is P8,753
P9,742 total
includes taxes & fees
Aug 24 - Aug 25
Residence Inn Marriott Waynesboro
Holiday Inn Express And Suites Waynesboro East by IHG
Exterior

Holiday Inn Express And Suites Waynesboro East by IHG

2.5 star property
9.2 out of 10, Wonderful, (385)
"Great place to stay"
The price is P6,507
P7,242 total
includes taxes & fees
Aug 21 - Aug 22
Holiday Inn Express And Suites Waynesboro East by IHG
Days Inn by Wyndham Waynesboro
Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Days Inn by Wyndham Waynesboro

2.0 star property
7.2 out of 10, Good, (1001)
"Check-in was fast and easy."
The price is P3,328
P3,705 total
includes taxes & fees
Aug 17 - Aug 18
Days Inn by Wyndham Waynesboro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Learn more about Wintergreen

Wintergreen awaits: its mountain views, skiing, beer, and more!

See all hotels in Wintergreen
Photo by Rebecca Brent
Open Photo by Rebecca Brent

Top Wintergreen Hotel Reviews

Clarion Pointe Staunton East

Clarion Pointe Staunton East

10/10 Excellent
"This was a fine hotel for my wife and I to stay while traveling. It is a convenient location with very good access to many dining options."
June 1-night trip
Posted 1 day ago
Clarion Pointe Staunton East

Frequently asked questions

Where is the best place for a stay in Wintergreen?

Sleep Inn Staunton, located 18.1 mi (29.1 km) from the heart of Wintergreen, is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are Hotel 24 South and Howard Johnson by Wyndham Staunton. See all available top hotels, or vacation rentals in Wintergreen.

If I need to cancel my hotel reservation in Wintergreen, will I receive a refund?

Yes! Most hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, you might be able to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Wintergreen.

Where can I learn more about changing or cancelling my trip to Wintergreen?

To find more details about picking new dates or cancelling your trip to Wintergreen, click here.

Where is the best place to stay near Wintergreen Resort?

A Loft For All Seasons Ski-in/Ski-out at the top of Wintergreen Mountain is one of the top choices for your stay based on our traveler data, and this condo offers private decks and free WiFi. It's located just a short 0.3 mi (0.5 km) from Wintergreen Resort.

What are some accommodations with pools in Wintergreen?

Hotel 24 South: Features complimentary wireless internet access, an indoor pool, and televisions. Howard Johnson by Wyndham Staunton and Days Inn by Wyndham Waynesboro are a couple of other choices with an onsite pool. View all hotels with pools in Wintergreen.

What's the best place to stay near Charlottesville-Albemarle Airport (CHO)?

DoubleTree by Hilton Hotel Charlottesville is one of the top choices for your stay and is a popular 3.5-star hotel featuring a restaurant and an indoor pool. It's located 3.1 mi (4.9 km) from Charlottesville-Albemarle Airport. Other options near the airport include Cedar Spring Inn & Spa and Renew@coniferidge ... New Construction in a Beautiful Wooded Setting.

What's it like to stay in Wintergreen?

Visitors to Wintergreen are sure to enjoy the mountain views and ski areas. Tourists can also enjoy the city's wineries, coffeehouses, and breweries. In Wintergreen, there are 243 hotels and other accommodations to choose from. Find out more about Wintergreen.

What should I do while I'm visiting Wintergreen?

Skiing is a great activity, and Wintergreen Resort is one place to visit. Additionally, you might want to add George Washington National Forest to your itinerary. Check out what more to see and do in Expedia's Wintergreen guide.

What's the seasonal weather like in Wintergreen?

The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wintergreen is 48 inches.